Vacation Rentals in Half Moon Bay

Just 30 miles south of San Francisco, Half Moon Bay (or HMB) is a picturesque little seaside town with miles of coastal trails and windswept beaches. Formerly known as Spanishtown, the bay also happens to be one of San Mateo County’s oldest settlements, and the vibe here is deeply nostalgic. Foggy skies, cool breezes, and a generally temperamental climate set this town apart from the rest of the sunny Californian coastal towns. Come for endless nature walks, whale-watching escapades, and the celebrated clam chowder preparations. A year-round festival line-up keeps visitors happy and entertained at all times. Enjoy Half Moon Bay with a vacation rental as your base.

The coastal town has a range of vacation rentals that cater to all tastes and budgets. Most come fitted with amenities such as outdoor pools, sun terraces, air-conditioning, and best of all, direct beach access. Pet-friendly and child-friendly accommodation are in plenty making Half Moon Bay an attractive holiday destination not just for groups of friends but families with children too. Further up the coast, you’ll find a tidy selection of sea-facing rentals at beaches such as Miramar, El Granada, Montara, and Moss Beach. For big-city creature comforts, consider Holidu rentals at the equally charming cities of San Mateo, Palo Alto, and Redwood City, all of which are easily accessible from Half Moon Bay.

A good idea is to pick up a self-guided booklet at the Half Moon Bay History Association and set about exploring the town’s old residences, bridges, churches, and cemeteries - several date to the 1800s. A gateway of sorts to Half Moon Bay, Main Street is lined with art galleries, specialty stores, locally owned cafés, and historical landmarks such as the City Hall, and Johnston H0use. The town’s performing arts scene is equally vibrant, and visitors can enjoy extended jazz sessions in an intimate waterfront setting at the Bach Dancing & Dynamite Society venue – the short drive up north is worth it. For a truly local experience, chat up farmers and craftspeople at the bi-weekly Half Moon Bay Coast Farmer’s Market. The organic fruits, jams, and cheeses are delicious here.

While Half Moon Bay is praised for its seafood delicacies, diners can also feast on Mayan, French, and Mediterranean cuisine here. Kick start your day with breakfast at Half Moon Bay Bakery, a fixture since 1929. Their apple strudel and chocolate chip cookies are outstanding. For hints of New England cooking, try the award-winning Sam’s Chowder H0use. This pet-friendly Half Moon gem serves fresh calamari, lobster rolls, crab, and clam preparations in a serene waterfront setting. Make time for a wine-tasting session at the locally owned Barterra Winery on Main Street. Further up north near Mavericks Beach is the Half Moon Bay Distillery. Their silky smooth vodka and gin made with 100% organic ingredients are impressive.

A top-rated activity is the Half Moon Bay Coastal Trail which runs parallel to the ocean at most times. Wildlife and bird sightings are common so keep those eyes peeled. Tide pools at the JV Fitzgerald Marine Reserve meanwhile, are chock full of sea urchins, mussels, starfish, and barnacles among other curious sea creatures. To spot unique North American bird species, head to Pillar Point Marsh or the atmospheric Pescadero Marsh. Another mention-worthy outdoor distraction is a guided horse ride at the Sea Horse Ranch. You might just spot a rabbit or fox as you trot along the scenic coast. Finally, photographers and surfing enthusiasts should check out the surfers in action at Mavericks Beach – with the right conditions, some waves swell up to a massive sixty feet high! And in case you’re inspired, instructors here will gladly help out with the basics.

Among Half Moon Bay’s myriad festivals and events, the Portuguese Pentecost Festival stands out, having been celebrated for over 139 years. There are parades, holy processions, marching bands, and local eats to be enjoyed. The 4th of July Parade and Block Party sees the townsfolk come out in full force to enjoy live music, fireworks, and barbecue cookouts. October heats up with a slew of pumpkin festivals, and rentals are sold out during Halloween. Expect all things pumpkin from pumpkin runs to pumpkin weigh-offs! The year ends on a magical note with the Night of Lights parade in Half Moon Bay. Christmas trees and Nativity scenes are beautifully lit, and shops stay open until late.

Easily one of the most spectacular locales on the North Californian coast, this historic lighth0use offers sweeping views over the Pacific. Tune in to the sound of the waves, and go there with someone special. If you're in luck, you might catch some seals in action on the shores.

Drive up north to the iconic fishing harbor to watch the fisherman at work. They are happy to chat with visitors, and you can even buy crab and salmon fresh off the boat! Then try local seafood at the nearby coastal cafes. The harbor is also a departure point for whale-watching tours that take place between December and April.

Practice your swing at one of California’s top-ranked courses, the Ocean Course which stays true to its name, offering golfers breathtaking ocean views from every hole. The Parkland-style Old Course is a classic American course surrounded by pretty cypress trees.

Spend time at Half Moon Bay’s fabled sunflower and pumpkin patches, and schedule a visit to the locally owned Andreotti Family Farms, which has been around since 1926. Grapes, jalapenos, and other seasonal produce can be bought from their store too.

If you are visiting between December to March, do not miss out on a once-in-a-lifetime opportunity to catch the spirited elephant seals give birth to their pups on the shores of the Ana Nuevo State Park. Docent-guided tours are required, and you’ll need to hike over sandy terrain to access the viewing point but it’s worth it.